659-33-6

Basic information

• Product Name: 4-(DIFLUOROMETHOXY)BENZYL ALCOHOL
• Synonyms: RARECHEM AL BD 0279;[4-(DIFLUOROMETHOXY)PHENYL]METHANOL;4-(DIFLUOROMETHOXY)BENZYL ALCOHOL;4-(Difluoromethoxy)benzyl alcohol, 9%
• CAS NO: 659-33-6
• Molecular Formula: C₈H₈F₂O₂
• Molecular Weight: 174.14
• Mol File: 659-33-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 242.7 ºCat 760 mmHg
• Flash Point: 119.1 ºC
• Appearance: /
• Density: 1.257 g/cm³
• CAS DataBase Reference: 4-(DIFLUOROMETHOXY)BENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(DIFLUOROMETHOXY)BENZYL ALCOHOL(659-33-6)
• EPA Substance Registry System: 4-(DIFLUOROMETHOXY)BENZYL ALCOHOL(659-33-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 659-33-6(Hazardous Substances Data)

Usage

General Description

4-(Difluoromethoxy)benzyl alcohol is a chemical compound with the molecular formula C8H8F2O2. It is a benzyl alcohol derivative that contains a difluoromethoxy substituent at the para position of the benzene ring. 4-(DIFLUOROMETHOXY)BENZYL ALCOHOL is often used as a building block in organic synthesis and medicinal chemistry, particularly in the development of pharmaceuticals and agrochemicals. It has been studied for its potential antiviral and antibacterial properties, as well as its use in the formation of various bioactive molecules. Additionally, 4-(difluoromethoxy)benzyl alcohol has been investigated for its potential as a substrate in enzymatic reactions and as a key intermediate in the production of other important chemical compounds.

Upstream product

• 75-45-6 Chlorodifluoromethane 
• 150-76-5 4-methoxy-phenol 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 403496-62-8 p-chlorophenyl chlorodifluoromethyl sulfone 
• 123-11-5 4-methoxy-benzaldehyde 
• 75-46-7 trifluoromethan 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 104392-37-2 dichloromethyl 4-methoxyphenyl ether 
• 4525-64-8 4-methoxyphenyl formate 
• 115262-00-5 [chloro(difluoro)methyl]trimethylsilane 
• 100-66-3 methoxybenzene 

Relevant articles and documents

Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C?H Di- and Trifluoromethoxylation

Applications of TEMPO. catalysis for the development of redox-neutral transformations are rare. Reported here is the first TEMPO.-catalyzed, redox-neutral C?H di- and trifluoromethoxylation of (hetero)arenes. The reaction exhibits a broad substrate scope, has high functional-group tolerance, and can be employed for the late-stage functionalization of complex druglike molecules. Kinetic measurements, isolation and resubjection of catalytic intermediates, UV/Vis studies, and DFT calculations support the proposed oxidative TEMPO./TEMPO+ redox catalytic cycle. Mechanistic studies also suggest that Li2CO3 plays an important role in preventing catalyst deactivation. These findings will provide new insights into the design and development of novel reactions through redox-neutral TEMPO. catalysis.

Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine

Background: 1,1-Difluoroalkenes cannot only be used as valuable precursors for organic synthesis, but also act as bioisosteres for enzyme inhibitors. Among various methods for their preparation, the carbonyl olefination with difluoromethylene phosphonium ylide represents one of the most straightforward methods. Results: The combination of (chlorodifluoromethyl)trimethylsilane (TMSCF2Cl) and triphenylphosphine (PPh3) can be used for the synthesis of gem-difluoroolefins from carbonyl compounds. Comparative experiments demonstrate that TMSCF2Cl is superior to (bromodifluoromethyl)trimethylsilane (TMSCF2Br) and (trifluoromethyl)trimethylsilane (TMSCF3) in this reaction. Conclusion: Similar to many other Wittig-type gem-difluoroolefination reactions in the presence of PPh3, the reaction of TMSCF2Cl with aldehydes and activated ketones is effective.

Synthesis of gem-difluorocyclopropa(e)nes and O-, S-, N-, and P-difluoromethylated compounds with TMSCF2Br

Two-in-one: Me3SiCF2Br is an efficient difluorocarbene source and is compatible with both neutral and aqueous basic conditions. Bromide-ion-initiated [2+1] cycloaddition with alkenes/alkynes and hydroxide ion promoted α-addition with (thio)phenols, (thio)alcohols, sulfinates, heterocyclic amines, and H-phosphine oxides give the corresponding gem-difluorinated compounds with broad functional-group tolerance. Copyright